Issue 37, 2017

The fluorescently responsive 3-(naphthalen-1-ylethynyl)-3-deaza-2′-deoxyguanosine discriminates cytidine via the DNA minor groove

Abstract

A new environmentally responsive fluorescent nucleoside, 3-(naphthalen-1-ylethynyl)-3-deaza-2′-deoxyguanosine (3nzG), has been synthesized. The nucleoside, 3nzG, exhibited solvatochromic properties and when introduced into ODN probes it was able to recognize 2′-deoxycytidine in target strands by a distinct change in its emission wavelength through probing microenvironmental changes in the DNA minor groove. Thus, 3nzG has the potential for use as a fluorescent probe molecule for micro-structural studies of nucleic acids including the detection of single-base alterations in target DNA sequences.

Graphical abstract: The fluorescently responsive 3-(naphthalen-1-ylethynyl)-3-deaza-2′-deoxyguanosine discriminates cytidine via the DNA minor groove

Supplementary files

Article information

Article type
Paper
Submitted
03 Aug 2017
Accepted
29 Aug 2017
First published
29 Aug 2017

Org. Biomol. Chem., 2017,15, 7853-7859

The fluorescently responsive 3-(naphthalen-1-ylethynyl)-3-deaza-2′-deoxyguanosine discriminates cytidine via the DNA minor groove

A. Suzuki, M. Yanagi, T. Takeda, R. H. E. Hudson and Y. Saito, Org. Biomol. Chem., 2017, 15, 7853 DOI: 10.1039/C7OB01931A

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